US5391206AExpiredUtility

Method for dyeing keratinous fibers using 4-hydroxyindole at acid pH and composition used

62
Assignee: OREALPriority: Jul 5, 1990Filed: Apr 12, 1993Granted: Feb 21, 1995
Est. expiryJul 5, 2010(expired)· nominal 20-yr term from priority
Inventors:Jean Cotteret
A61Q 5/10A61K 8/492A61K 8/49
62
PatentIndex Score
24
Cited by
7
References
29
Claims

Abstract

Method for dyeing keratinous fibres, in particular human keratinous fibres such as hair, characterized in that a composition containing, in a medium appropriate for dyeing: at least the coupler 4-hydroxyindole, as well as the salts of this compound; at least one oxidation dye precursor; and at least one oxidising agent; is applied to said fibres, the pH of the composition applied to the fibres being less than 7.

Claims

exact text as granted — not AI-modified
I claim: 
     
       1. A method for dyeing keratinous fibre, which comprises applying to the keratinous fibre a composition resulting from a mixture of 90 to 10% of a component (A) with 10 to 90% of a component (B), said component (A) consisting of a composition containing, in a medium appropriate for dyeing, from 0.01 to 4% by weight, relative to the total weight of the component (A), of at least 4-hydroxyindole or a salt thereof as coupler and at least one oxidation dye precursor, the oxidation dye precursors and the couplers being present in proportions from 0.05 to 7% by weight, relative to the total weight of component (A), and said component (B) consisting of a composition containing an oxidizing agent in a sufficient amount to oxidize the coupler and the oxidation dye precursor contained in component (A) and an acid component in a medium appropriate for dyeing, the acid component being present in a sufficient amount such that, after mixing component (A) and component (B) in the above-mentioned proportions, the resulting composition has a pH of less than 7, said resulting composition being substantially free from an amount of iodide ions sufficient to oxidize 4-hydroxyindole and the oxidation dye precursor. 
     
     
       2. A method according to claim 1, wherein the oxidation dye precursor is a member selected from the group consisting of a para-phenylenediamine, a para-aminophenol and a para-heterocyclic precursor. 
     
     
       3. Method according to claim 2, wherein the para-phenylenediamine is a compound corresponding to the formula: ##STR2## in which R 1 , R 2  and R 3 , which may be identical or different, represent a hydrogen or halogen atom, an alkyl radical having from 1 to 4 carbon atoms or an alkoxy radical having from 1 to 4 carbon atoms; and R 4  and R 5 , which may be identical or different, represent a hydrogen atom or an alkyl, hydroxyalkyl, alkoxyalkyl, carbamylalkyl, mesylaminoalkyl, acetylaminoalkyl, ureidoalkyl, carbalkoxyaminoalkyl, piperidinoalkyl, or morpholinoalkyl radical; each alkyl or alkoxy groups having from 1 to 4 carbon atoms, or R 4  and R 5  form, together with the nitrogen atom to which they are bonded, a piperidino or morpholino heterocycle, on condition that R 1  or R 3  represents a hydrogen atom when R 4  and R 5  do not represent a hydrogen atom, or a salt thereof.   
     
     
       4. A method according to claim 3, wherein the compound of formula (I) is p-phenylenediamine, 2-methyl-p-phenylenediamine, methoxy-para-phenylenediamine, chloro-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, 2-methyl-5-methoxy-para-phenylenediamine, 2,6-dimethyl-5-methoxy-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine, 3-methyl-4-amino-N,N-diethylaniline, N,N-di-(β-hydroxyethyl)para-phenylenediamine, 3-methyl-4-amino-N,N-di-(β-hydroxyethyl)aniline, 3-chloro-4-amino-N,N-di-(β-hydroxyethyl)aniline, 4-amino-N,N-(ethyl, carbamylmethyl)aniline, 3-methyl-4-amino-N,N-(ethyl, carbamylmethyl)aniline, 4-amino-N,N-(ethyl,β-piperidinoethyl)aniline, 3-methyl-4-amino-N,N-(ethyl,β-piperidinoethyl)aniline, 4-amino-N,N-(ethyl,β-morpholinoethyl)aniline, 3-methyl-4-amino-N,N-(ethyl,β-morpholinoethyl)aniline, 4-amino-N,N-(ethyl,β-acetylaminoethyl)aniline, 4-amino-N-(β-methoxyethyl)aniline, 3-methyl-4-amino-N,N-(ethyl,β-acetylaminoethyl)aniline, 4-amino-N,N-(ethyl,β-mesylaminoethyl)aniline, 3-methyl-4-amino-N,N-(ethyl,β-mesylaminoethyl)aniline, 4-amino-N,N-(ethyl,β-sulphoethyl)aniline, 3-methyl-4-amino-N,N-(ethyl,β-sulphoethyl)aniline, N-[(4'-amino)phenyl]morpholine or N-[(4'-amino)phenyl]piperidine, in the form of the free base or a salt thereof.   
     
     
       5. Method according to claim 2, wherein the p-aminophenol is p-aminophenol, 2-methyl-4-aminophenol, 3-methyl-4-aminophenol, 2-chloro-4-aminophenol, 3-chloro-4-aminophenol, 2,6-dimethyl-4-aminophenol, 3,5-dimethyl-4-aminophenol, 2,3-dimethyl-4-aminophenol, 2-hydroxymethyl-4-aminophenol, 2-(β-hydroxyethyl)-4-aminophenol, 2-methoxy-4-aminophenol, 3-methoxy-4-aminophenol, 2,5-dimethyl-4-aminophenol or 2-methoxymethyl-4-aminophenol.   
     
     
       6. A method according to claim 1, wherein the oxidation dye precursor is an oxidation dye precursor selected from the group consisting of an ortho-aminophenol and an ortho-phenylenediamine. 
     
     
       7. A method according to claim 1, wherein the oxidizing agent is a member selected from the group consisting of hydrogen peroxide, urea peroxide, alkali metal bromate and persalt. 
     
     
       8. A method according to claim 1, wherein the pH of the composition applied to the keratinous fibre is between 3 and 6.9. 
     
     
       9. A method according to claim 1, wherein the composition for dyeing keratinous fibre contains, in addition to the 4-hydroxyindole coupler, another coupler selected from the group consisting of a meta-diphenol, a meta-aminophenol, a meta-phenylenediamine, a meta-N-acylaminophenol, a meta-ureidophenol, a meta-carbalkoxyaminophenol, α-naphthol and a coupler containing an active methylene group selected from the group consisting of a diketone compound and a pyrazolone. 
     
     
       10. A method according to claim 9, wherein the coupler is 2,4-dihydroxyphenoxyethanol, 2,4-dihydroxyanisole, meta-aminophenol, resorcinol, resorcinol monomethyl ether, 2-methyl-resorcinol, pyrocatechol, 2-methyl-5-N-(β-hydroxyethyl)aminophenol, 2-methyl-5-N-(β-mesylaminoethyl)aminophenol, 6-hydroxybenzomorpholine, 2,4-diaminoanisole, 2,4-diaminophenoxyethanol, 6-aminobenzomorpholine, [2-N-(β-hydroxyethyl)amino-4-amino]-phenoxyethanol, 2-amino-4-N-(β-hydroxyethyl)aminoanisole, (2,4-diamino)phenyl-β,γ-dihydroxypropyl ether, 2,4-diaminophenoxyethylamine, 1,3-dimethoxy-2,4-diaminobenzene, 2-methyl-5-aminophenol, 2,6-dimethyl-3-aminophenol, 3,4-methylenedioxyphenol or 3,4-methylenedioxyaniline or a salt thereof.   
     
     
       11. A method according to claim 1, wherein the composition also contains a direct dye or a rapid oxidation dye. 
     
     
       12. A method according to claim 1, wherein the composition contains anionic, cationic, nonionic or amphoteric surface-active agent or a mixture thereof; thickener, antioxidant or any other cosmetically acceptable adjuvant. 
     
     
       13. A method according to claim 1, in which the medium appropriate for dyeing consists of water and a solvent selected from the group consisting of C 2  -C 4  lower alkanol, glycerol, glycol, glycol ether and aromatic alcohol or a mixture thereof. 
     
     
       14. A dyeing method according to claim 1, wherein the composition is applied to the keratinous fibre and is left on the keratinous fibre for from 3 to 40 minutes, the keratinous fibre is rinsed and shampooing is optionally carried out before rinsing again and drying. 
     
     
       15. The method of claim 1, wherein the acid component is an inorganic acid or an organic acid. 
     
     
       16. The method of claim 15, wherein the inorganic acid is hydrochloric acid or phosphoric acid. 
     
     
       17. The method of claim 15, wherein the organic acid is a carboxylic acid. 
     
     
       18. The method of claim 17, wherein the carboxylic acid is tartaric acid or citric acid. 
     
     
       19. An agent for dyeing keratinous fibre, which comprises at least two components: a component (A) consisting of a composition containing, in a medium appropriate for dyeing, from 0.01 to 4% by weight, relative to the total weight of the component (A), of at least 4-hydroxyindole or a salt thereof as a coupler and at least one oxidation dye precursor, the oxidation dye precursor and the coupler being present in proportions from 0.05 to 7% by weight, relative to the total weight of component (A), of an oxidation dye precursor, and a component (B) consisting of a composition containing an oxidizing agent in a sufficient amount to oxidize the coupler and oxidation dye precursor contained in component (A) and an acid component in a medium appropriate for dyeing, the acid component being present in a sufficient amount in component (B) such that, after mixing in proportions of 90 to 10% in respect of component (A) and of 10 to 90% in respect of component (B), the resulting composition has a pH of less than 7, said resulting composition being substantially free from an amount of iodide ions sufficient to oxidize 4-hydroxyindole and the oxidation dye precursor. 
     
     
       20. An agent according to claim 19, wherein the component (A) has a pH of between 3 and 10.5.   
     
     
       21. An agent according to claim 19, in which component (A) contains a surface-active agent in a proportion of from 0.1 to 55% by weight, water, a solvent in addition to water in a proportion of between 0.5 and 40% by weight, a thickener in a proportion of between 0.1 and 5% by weight, an antioxidant in a proportion of between 0.02 and 1.5% by weight and any other cosmetically acceptable adjuvant. 
     
     
       22. An agent according to claim 19, in which the component (B) has a pH which has a minimum value of 1 and less than 7. 
     
     
       23. A method for dyeing keratinous fibre which comprises a first step consisting of storing separately the components (A) and (B) as defined in claim 19 and, before application, mixing the components (A) and (B) in proportions of 10 to 90% in respect of component (A) and of 90 to 10% in respect of component (B), so as to obtain a composition having a pH of less than 7, and applying this mixture immediately after preparation to the keratinous fibre.   
     
     
       24. A multi-compartment device or dyeing kit, which comprises at least two compartments, a first compartment of which contains the component (A) as defined in claim 19 and the second compartment contains the component (B) as defined in claim 19. 
     
     
       25. A device according to claim 24, which is fitted with means for permitting the desired mixture of components (A) and (B) to be delivered onto the keratinous fibre. 
     
     
       26. The agent of claim 19, wherein the acid component is an inorganic acid or an organic acid. 
     
     
       27. The agent of claim 26, wherein the inorganic acid is hydrochloric acid or phosphoric acid. 
     
     
       28. The agent of claim 26, wherein the organic acid is a carboxylic acid. 
     
     
       29. The agent of claim 28, wherein the carboxylic acid is tartaric acid or citric acid.

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